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There is nothing quite like being in the heart of the historic district of Nantucket. 4 ½ Charter is new captains home located on a very quite side street only a couple blocks from the center of town (It is one of the very few rentals in the historic district that is not on a main road or a...
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Privacy and Acreage surround this custom built Nantucket home, situated in Quidnet on Three Acres of beautifully landscaped grounds with the feel of horse and hunt country; adjacent to Squam Farm, a 700 acre nature preserve with forest and walking trails. The property also borders conservation...
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Reserve now for 2017!
Enjoy beautiful ocean sunrise and sunset views from this lovely 3 bedroom, 2-story family home complete with central air conditioning, 4 decks and an outdoor shower.
This serene location sits on a quiet road, just 5 houses from Tom Nevers Beach. Here you can get away from it...
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The Aaron Paddack House was originally built in 1820 for the renowned Captain of the Whaleship Diana and his family. It is a traditional Nantucket four-bay house in immaculate condition. This historic 4 bedroom, 3 1/2 bath house has been completely renovated, restored, and designer-decorated in...
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Lovely studio in small timeshare resort in the Brant Point area, close to beach, town, shuttle bus,
Sleeps 4 with Murphy bed and pull out couch. Full kitchen and bath, paper towels, sugar , dish soap, etc provided. Sheets and towels also provided, except for the beach.
Dining table between living...
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All-Inclusive Price - Naushop is a charming community of 200 single-family homes with quiet streets, brick sidewalks, white picket fences and classic Nantucket architecture. This house is one of only two duplexes that were built in the neighborhood and this listing is for the right half of the...
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Second floor apartment on Still Dock, one street back from Old North Wharf. Cute, comfortable second floor apartment with great views of Nantucket Harbor. Enter into small living room with brand new kitchen kitchen, breakfast bar. Half bath. Second floor has a double bed, private bath with shower...
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This traditional, updated, two-story 'Nantucket upside-down Colonial' offers striking panoramic ocean and sunset views. The home is across the street from the ocean and adjacent to conservation land, with miles of quiet, unpaved paths for you to wander. It is off the street and has a private yard....
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Beautiful twin cottages with private garden steps away from the ocean in 'Sconset Village on Nantucket Island. Four bedrooms, two baths, full kitchen and outdoor shower. 'Sconset is about 10 miles from town. The cottages are a five minute walk to the village which has several first class...
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A bright, affordable home in the Fisher's Landing area of Madaket, with access to group tennis courts and basketball area.. It features a fully equipped chef's kitchen, recently renovated bathrooms and bedrooms and a peaceful, spacious deck with beautiful views of the moors. House is equipped for...
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Perfect for young families. The rental week begins Labor Day weekend, a certainly active weekend, but afterwards, the island is very quiet and peaceful. Great for couples with small children, as well as exploration without crowds. The cottage is free standing in the resort.
This property is also...
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Our one bedroom luxury cottages are sophisticated that overlooks the lovely manicured lawn, and features views to the water just beyond. Our one bedroom cottages offers an open full kitchen, dining table, a spacious living area and high ceilings. Complete with a fireplace, W/D, complimentary...
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Located on wonderful Jefferson Lane in the heart of the historic district. This Newly built house has a gracious floor plan with three levels of beautiful living space.
The first floor has a dining room, kitchen with high-end appliances and granite counters, a living room with french doors that...
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Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September.
This bright and cheery cottage is placed directly on the dune of what many describe as the best beach on Nantucket. Like the Native American chief for which it is named,...
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This charming post and beam house on the moors of Tom Nevers has a fun upside-down floor plan, is furnished tastefully and is in immaculate condition! Deeded access to tennis courts just up the street. This very private and quiet area is great for walking or biking. The Milestone Road bicycle path...
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Classic beach house is simple and rustic with memories of Wauwinet as it used to be. Provides privacy in a spectacular waterfront location. This is a house that you will want to return to year after year.
1st fl: Entry way to right opens to large open living/dining and kitchen. Dining and living...
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Very lovely, charming home right in town with beautiful gardens, mature hedges, large manicured lawn, custom-built designer kitchen, views of Lily Pond conservation land. A very nice property convenient to town and just a short distance from Steps Beach.
Additional amenities include: outdoor...
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"Brigantine" is next to the village of 'Sconset and one house removed from the bluff. The spacious yard has a fenced in garden as well as open space in the front and a deck in the back. A well equipped kitchen has a JennAire electric range and ample counter space.
Additional amenities include:...
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We call the cottage Bufflehead after the small black-and-white ducks on the pond. The cottage is 1100 square feet. It faces west to an osprey pole and 767 acres of conservation land across the pond — Ram Pasture and Sanford Farm. It's 1000 feet from the Atlantic ocean at the foot of the pond, which...
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Beach house at Smith's Point in Madaket with spectacular sunset water views. A great spot for fishermen who like surf casting. The beach is wonderful. Modestly furnished with simple taste, it is a cozey cottage in the dunes with a large deck overlooking the water.
Additional amenities include:...
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Beautiful 4 bedroom home. Water front with amazing views from most rooms.
Decks surround some are covered. Sunsets are amazing.
The master suite has a full living room and King bed, with desk and balcony facing the ocean. Living room has 2 big comfy couches and a chaise.
2 Big TV's with cable...
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Lovely home just a few minutes walk from beautiful Low Beach ocean and short bike ride to the charming village where you will find a market to get your newspaper & home made muffins, gourmet restaurants, post office & bus into town. Classic Nantucket upside down style makes it perfect for enjoying...
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Gambrel roof historic house in the heart of town. Formal living room and a second informal living room along with a dining room and bright kitchen make for comfortable family living. The outdoor deck is convenient for outdoor dining. The entire house is sun filled.
First floor: Living, dining, full...
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Northern Exposure is a New England Upsidedown house located near town center on Lower Orange Street, just beyond West Creek Road at 165 Orange Street. This fully furnished house is conveniently located near bike paths, grocery store, fish market, restaurants, banking/ATM, downtown Nantucket and...
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Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September.
Two story, four bedroom cape home in a quiet Madaket neighborhood just moments from the Harbor and beach. Easy access to public launching ramp and Madaket Marina area....
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"Madaket House" is a simple, two-story home within a short distance to beautiful Madaket Beach. It has four bedrooms, two full baths, and is modestly furnished, well equipped and comfortable. There is a living room/dining area, family room and kitchen. Ocean views from second floor balcony....
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"Pilgrim's Bliss" is located off of Cliff Road, which starts from the center of town and runs parallel to the cliffside beaches, beach clubs and restaurants. The Cliff Road residential section is one of the most desirable areas on the island. "Pilgrim's Bliss" has consistently garnered...
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Unassuming Sophistication! Sweeping views of the Atlantic Ocean from second floor master bedroom deck. Situated only 300 yards from private beach stairs leading to one of the quietest beaches on the island. Indulge in a bit of serenity while relaxing in the quaint English style courtyard. Enjoy the...
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Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September.
Elegant, year-round home on West Polpis Harbor with fabulous water views from almost every room. First floor: master bedroom with full bath, A/C unit; twin bedroom with a...
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Designed as a family friendly home, this delightful Surfside house offers an open living room/dining and kitchen area featuring a center fireplace. Master bedroom with bath ensuite. Second bedroom, hall bath and utility room complete the first floor. Covered porch entryway and large covered back...
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Five bedroom home on a culdesac in Naushop. Central AC and Wifi. Three floors of living. Community swimming pool and tennis courts. Off street parking.
First floor:Dining room, powder room, great room with kitchen/living room ,
Private back and side yards with outdoor furniture and grill. Master...
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Beautiful upside downhouse in Quidnet. Slight water view from second floor.
First Floor:Three bedrooms, one ensuite bath and one full bath, sitting room with fireplace, entryway and laundry room. Wrap around decks and and a few doors to access decks. Outside shower.
Second Floor: Kitchen, dining...
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Circa 1804 former mariners home in town on Nantucket Island.
3 bedrooms upstairs, and one bedroom downstairs off the kitchen.
Large dining room, den & living room.
Nice outdoor shower, and new deck off kitchen.
Cozy antique with nice history.
Walk to center of Nantucket town in minutes to...
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SURFSIDE SANCTUARY - SAND, SEA AND SKY “Dunemoor” is a 1930's vintage 3 bedroom, 1 bath Nantucket sea side cottage set on 1.90 oceanfront acres with astounding dune and water views of our south shore. A private path winds through the dunes to a pristine beach. Sunset views are spectacular over...
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Surrounded by privet hedges and hydrangea this cottage has a very private location near Sconset center. Charming, comfortable, deorated by well known local decorator there is a large living/dining area. Master bedroom has queen bed that opens unoto the sunny deck and well landscaped back yard. The...
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Wonderful spacious in town home with 5 bedrooms and baths. Enter through an open plan kitchen, step down into the main living room. Walk into the formal dining room complete with wet bar, move on to the formal living room, office/living area and entry foyer. Access the second floor via one of two...
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Additional Nantucket Info

Oh my. Imagine an estate guest cottage on five acres on a bluff overlooking the ocean. Take your coffee by the wood burning fireplace before heading off to the dunes. If that doesn’t suit your fancy, gather up the family and choose an island vacation home with a view of the harbor, plenty of space and a quick, 10-minute walk to the beach. When you return, settle on the porch swing with a cool glass of lemonade.

History, attitude and mystique

Nearly 200 years ago, Moby Dick’s Ishmael set sail from Nantucket because, “There was a fine, boisterous something about everything connected with that famous old island.” Designated a National Historic District, today the former whaling port is an absolutely enchanting mix of 17th-century charm and stunning natural landscapes. Soft lamplight falls over cobblestone streets, and private seaside cottages and enclaves look over the island’s 80 miles of windswept beaches. Nantucket offers a remarkable retreat for couples and families.

A wealth of shopping and dining choices

Nantucket teems with antique and art galleries, exquisite boutiques and enough restaurant, café and clam shack options to entertain every appetite. Great New England favorites include Nantucket Bay scallops, beach-baked clams and blueberry pie – made from island fresh produce and daily fishing boat deliveries. Absorb some of that old islander attitude over a pricey meal at The Summer House, a beautiful spot overlooking the ocean, or head to a harborside pub at sunset to watch the fishing boats arrive.

Family-friendly fun and romantic adventure

Visit the expanded Nantucket Shipwreck & Lifesaving Museum for a look at the island’s maritime heritage. Exhibits trace the hundreds of shipwrecks that have fallen victim to the dangerous shoals around the island. Bike rides along twisting trails by the wild moors and seaside is a favorite. Just wandering through the village, with crisp white fences and weathered shingle houses, takes on a yesteryear feeling of casual elegance Take romantic walks along winding lanes or an exciting whale-watching cruise for the entire family. You’ll love every moment by the gorgeous beaches for swimming, sailing or a deep sea fishing excursion. On Saturday mornings through mid October, the popular Nantucket Farmers & Artisans Market hosts 65 local farmers and artisans with exceptional treats from farm fresh berries and baked fruit tarts to colorful handmade quilts. It’s a local tradition you won’t want to miss.

The genuine rental home advantage

Beyond a doubt, you will relish the convenience and rate of your vacation rental. Save dining out for those special choices and relax at home with breakfast on the porch and outdoor barbeques.

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